Main Street of Monticello, Florida, Inc.

Here’s one of the several Bike Festivals we hold in Monticello and Jefferson County.

To see more pictures of the Bike Fest visit here

I Found it in Historic Monticello

I Found it in Historic Monticello

Upcoming Events

Come celebrate Halloween with us at the

October 27 & 28


Downtown Christmas

December 1st & 2nd

Come celebrate Christmas with us at the NEW Dogwood Street renovation!
More information to come!


Main Street Mixers

Join us for our  quarterly Main Street mixers!  Good news, good food, good friends!
Mix and mingle!

Next Mixer to be held on October 19, 2017 at the Old Jail Museum.



Visit some of our
Historic Buildings

Avera Clarke House – Built in 1890, by Judge Thomas Clarke, is now a Bed and Breakfast owned by Gretchen and Troy Avera.

Constructed in 1885, Mr. T. M. Ferguson of Georgia. The Gothic style double Lancet windows hold stained glass windows made in England. The pews are made of solid pine, put together with wooden pegs. The Rev. James Bowen May is the current Rector.

Built in 1890 by Monticello businessman John H. Perkins. The Monticello Opera House is commonly used for a variety of events including children’s theater, murder mystery dinners and large musicals. There is also a patio and gazebo in the back where weddings and receptions are held.

Old Jail

The Masonry Vernacular building was constructed in 1909, with alterations in 1940 and 1960. The design is typical for small jails of the early twentieth century: on the first floor there are the living quarters for the sheriff or deputy and his family, and on the second floor there are the steel cages for the inmates. It is one of only two standing buildings of this design left in the U.S. It was added to the National Register of Historic Places on January 15, 2014.

Built in 1909, it was designed by Georgia-born American architect Edward Columbus Hosford, who is noted for the courthouses and other buildings that he designed in Florida, Georgia and Texas. It was added to the National Register of Historic Places on August 19, 1977



For more about Monticello visit: www.visitjeffersoncountyflorida.com.